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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 348756Erstellt: 23. Oktober 2026

Phthalimide → 2-[2-(4-dipropylaminobutyl)-3-propyl-3H-benzimidazol-5-ylmethyl]isoindole-1,3-dione

https://huagongshe.com/de/reaction/348756

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhthalimideHCID 6809—
EduktTriphenylphosphineHCID 11776—
Edukt[2-(4-dipropylaminobutyl)-3-propyl-3H-benzimidazol-5-yl]methanolHCID 23079221—
EduktDiethylazodicarboxylate tolueneHCID 66777355—
LösungsmittelTolueneHCID 1140—
Produkt2-[2-(4-dipropylaminobutyl)-3-propyl-3H-benzimidazol-5-ylmethyl]isoindole-1,3-dioneHCID 2315550141,9%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

The compound (302 mg) obtained in Example 125-4 was dissolved in toluene (6.0 ml) and added with triphenylphosphine (275 mg) and phthalimide (193 mg), followed by cooling to 0° C. In this solution, a 40% diethyl azodicarboxylate/toluene solution (452 mg) was dropped. After that, the solution was stirred overnight at room temperature. After completion of the reaction, the solvent was distilled off under reduced pressure. The residue was dissolved in chloroform and washed with water. Then, the solution was subjected to extraction with chloroform and the extract was then washed with saturated saline solution. The organic layer was dried with anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure and the residue was then purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (174 mg) as a pale-yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07176227B2
Quelldatensatzuspto-grants-2007_02
ORD IDord-b38b06ee95044a93b17e6cf98e20a304
Quellennotizuspto-grants-2007_02